Holiday houses in Town of Bloomfield

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Top-rated holiday rentals in Town of Bloomfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Genoa City

Getaway near Lake Geneva, Orchards & Pumpkin Farms

TOP 5% GETAWAY✨ - Private backyard & fire table, ideal for s’mores & memories 🔥 - 15 min to Lake Geneva boutiques 🛍️ - 15 min to World’s Largest Corn Maze - Near ziplining, orchards, pumpkins & boating - Near skiing & tubing ⛷️ - Gameroom with Simpsons arcade game & more - Oversized heated pool (May-Sept) - Quiet neighborhood: baseball fields, basketball courts & walking trail ⚾️🏀🚶 - 25 min to Alpine Valley - 1 hour to ORD/MKE/RFD airport ✈️ - 40 min Six Flags & Great Lakes Navy Base 🇺🇸

5.0 out of 5 average rating, 80 reviews

Top Guest favourite

The outdoor area features a spacious patio surrounded by decorative stone architecture. Comfortable seating arrangements are placed near the pool, which is bordered by lush greenery. A large umbrella and several lounge chairs add to the inviting atmosphere. The house showcases large windows and multiple levels.

Home in McHenry

Paradiso Vacation

Welcome to our home, a sanctuary of comfort, and unique design. This house it's a perfect blend of modern amenities and timeless elegance. The living area features a cozy fireplace, ideal for family gatherings. The kitchen is equipped with top-of-the-line appliances. The master suite is a private retreat, with walk-in closets, vanities, and a shower. A unique feature of this home is the outdoor living space, with a pool, jacuzzi and BBQ grill making it perfect for entertaining or relaxing.

5.0 out of 5 average rating, 62 reviews

Top Guest favourite

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

Home in Salem

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

4.94 out of 5 average rating, 136 reviews

Top Guest favourite

A charming two-story house is framed by lush greenery, featuring a welcoming front porch with large windows. An American flag is displayed near the entrance, and decorative house number signs are positioned by the pathway leading to the door.

Apartment in Lake Geneva

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

4.98 out of 5 average rating, 1094 reviews

Guest favourite

A spacious home is framed by mature trees, with a well-maintained lawn. Large windows illuminate a sunroom, while a deck with seating is visible. A grilling area and nearby lake views contribute to the inviting exterior of this relaxing retreat.

Home in Burlington

Lilly Lake Life-Golden Getaway

Come unwind at this roomy, cozy home on the shores of Lilly Lake. With updated kitchen and baths, this 4 bedroom, 2 full bath home is situated on flat frontage mere steps to the wide, private beach. Close to Chicago and Milwaukee makes it easy to plan an escape any time of year. In Summer, enjoy morning coffee on the deck with lake views and evenings stargazing by the fire pit. In Winter, nearby Wilmot and Lake Geneva offer skiing, shopping and the renowned Lake Geneva Winterfest.

4.93 out of 5 average rating, 81 reviews

Top Guest favourite

An inviting backyard features a circular fire pit surrounded by four Adirondack chairs, perfect for evening gatherings. The grassy yard is bordered by a wooden fence, with lounge chairs positioned nearby, creating a cozy outdoor space for relaxation.

Home in Lake Geneva

Pleasant St Retreat – 13‑Min Walk

Discover the family-friendly Pleasant Street Cottage in charming Lake Geneva! A 12–15 minute walk to boutiques, eateries & the lake, this walkable neighborhood gem features a fully fenced yard with a large deck, sun loungers, cozy lounge nook & firepit. Beach wagon, chairs, games & a dedicated yoga/workout space add fun for families & friends. Inside, enjoy bright, stylish décor, thoughtful amenities, a fully stocked kitchen, fast Wi-Fi, premium reverse osmosis water & ample parking.

4.97 out of 5 average rating, 34 reviews

Top Guest favourite

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

4.96 out of 5 average rating, 248 reviews

Superhost

A modern living area features a sleek fireplace and large glass doors opening to a deck with lounge chairs overlooking the water. Sunlight shines through, creating a bright and airy feel, while the serene lake and surrounding greenery are visible outside.

Home in Twin Lakes

Cove at 420: Modern Lake Front Home near Chicago

Welcome to the Cove at 420. A modern vacation paradise where indoor and outdoor lines blur. Every space is designed for enjoyment. A short 75 minute drive from Chicago, this is a true retreat. Wake up to beautiful sunrise views or enjoy them from a kayak on the water. We offer kayaks, paddle boards, hot tub & sauna, Sonos sound system, a fire pit and plenty of yard games for our guests. Hidden on a cul-de-sac between Lake Mary and Lake Elizabeth, enjoy the best of lake life!

4.87 out of 5 average rating, 186 reviews

Guest favourite

The striking A-frame exterior features large triangular windows that allow natural light to flood the interior. The patio area includes seating for relaxation and a hot tub, set against a backdrop of lush surrounding trees, enhancing the connection with nature.

Cabin in Bloomfield

Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba

Escape to this stunning A-frame home in Genoa City, Wisconsin, where tranquility meets adventure. Just minutes away from Nippersink golf course, Lake Geneva and Wilmot Ski Resort. Nearby Cabin offers a range of amenities designed to enhance your stay. Including a private pickleball court, hot tub, kayaks, and many more. Providing private lake access, and a private pier, this spacious vacation rental is the perfect getaway for families and groups looking to unwind and explore.

4.95 out of 5 average rating, 88 reviews

Guest favourite

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

Home in Twin Lakes

4Bd 3.5ba Cozy New Construction! Close to lake!

Welcome to our cozy home! Twin Lakes is quintessential small town America situated surrounding lakes Elizabeth and Mary in Wisconsin. Less than 15 minutes from downtown Lake Geneva and less than 5 minutes from Richmond, Illinois. During your stay you can experience much of what the area has to offer including boating and fishing on Lakes Elizabeth and Mary, access to the community beach, local shopping, and peaceful country nights in this small family-oriented community.

4.98 out of 5 average rating, 141 reviews

Guest favourite

Home in Genoa City

Dodo's Lakehouse near Lake Geneva

Experience summer at our private lake house with over 300 feet of secluded lakefront property. Surrounded by sparkling water, lush greenery, and warm sunshine, our home is the perfect place to relax and recharge. Nestled high above Lake Tombeau, enjoy beautiful lake views, long summer days, and peaceful waterfront living. Walking distance to Nippersink Country Club. Just a 15-minute drive to Lake Geneva for dining, shopping, beaches, and scenic hiking trails.

4.85 out of 5 average rating, 39 reviews

Top Guest favourite

The exterior of the blue house is complemented by white-framed windows featuring flower boxes with blooming red flowers. A small landscaped area with green plants lines the building, while dappled sunlight filters through the nearby trees.

Apartment in Lake Geneva

Pedal Inn II

The Pedal II is located just off the beaten path, yet still walking distance to downtown Lake Geneva and many fabulous restaurants. Back yard is private and not shared, perfect for a getaway with your pets. Parking available for up to 3 cars. This unit offers 2 bedrooms each with a king size bed. In the living room there is a queen size fold out sofa sleeper. The kitchen has all the amenities including a coffee maker, pots, pans and cooking utensils.

4.98 out of 5 average rating, 177 reviews